20 Best Songs About Complicated Love & Confusing Relationships

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guy feeling confused by love

Maybe you’ve just been dumped — or, on the other hand, maybe the person you thought you'd lost just texted you out of the blue! If you're feeling confused about your relationship status, the best songs about complicated love can help remind you that you are definitely not alone and the struggle is, in fact, real.

We’ve all been there for the highs and lows of the rollercoaster ride known as all-encompassing love.

If there is one thing that lovers and heartbroken folks among us have in common, no matter what stage of a relationship they're in, it’s that they have a lot of feelings.

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So whether you’re single, taken, married, or in a "situationship," this playlist of the 20 best love songs about the complicated stages of relationships is sure to contain a song that fits your mood.

20 Best Songs About Complicated Love and Confusing Relationships

1. "Situationships" by Fabolous

Perfect for: when things are complicated.

From the famous S.O.U.L. Tape series, Fabolous single-handedly defines the problem of our generation: situationships. With clips from Baby Boy and Martin, you’ll want to hear this, breakup or not.

Best lyrics: "And what’s crazy is soon as you fall back, they crawl back, saying they sorry and wait it all back."

2. "Forever" by Lecrae

Perfect for: when it's getting serious.

I’d imagine Lecrae to be the man of every woman’s dreams. Or at least the kind of guy who can persuade us to get married as soon as we hear this song.

Best lyrics: "Any boy can go find a girl and try to satisfy her for a whole night, but a real man can take one woman and satisfy her for a whole life."

3. "Shake It Out" by Florence + The Machine

Perfect for: when you're ready to start over.

True, you’ve been heartbroken, made mistakes, but it’s never over. Shout out to Florence + The Machine for always providing me the spirit I need to courageously shake it off.

Best lyrics: "And I am done with my graceless heart, so tonight I'm going to cut it out and then restart."

4. "Heartbeat" by Childish Gambino

Perfect for: when you have no idea what the two of you are.

Just in case you needed some visuals, the music video depicts everything about not having the only person you truly want. With Childish Gambino walking us through it, we know ain’t no one else we’d rather drive around, eating Cheetos with than that special someone.

Best lyrics: "​Are we best friends? Are we something? In between that?"

5. "Million" by Tink

Perfect for: when they're all you think about.

To take on an Aaliyah cover cannot be done lightly, but with Timbaland behind you and Tink spitting, the outcome is sure to be fire.

Best lyrics: "Your love’s like a big hug on a bad day just what I need in my life, you’re one in a million when I wake was the first thing on my mind."

6. "New Flame" by Chris Brown ft. Usher and Rick Ross

Perfect for: when it's love (or lust!) at first sight.

Whether you believe it or not, cuffing season is all about finding love, anywhere, even in the club. Will it last? Hard to say — you'll just have to wait and see once the season ends.

Best lyrics: "When we're standing here looking at each other, baby, eye to eye and I'm hoping that you're thinking about leaving with me tonight."

7. "So Anxious" by Ginuwine

Perfect for: when you can't get enough of them.

It’s no surprise Drake so famously sampled this record for his “Legend” track. If there were ever a champion for writing songs to pull women into the bedroom, I’m sure Ginuwine would be it. Who else could write a song about hook-up anxiety and make it sound this smooth?

Best lyrics: "I'm so anxious, so meet me at 11:30, I love the way you're talking dirty."

8. "The Break Up Song" by Wale

Perfect for: when your heart is broken into a million pieces.

Ingeniously modeled after 500 Days of Summer, Wale lets us in on the plot lines of his infamous breakup — reality and expectations included.

Best lyrics: "Yeah, see, breaking up is hard, to move along, it's even harder."

9. "I Will Possess Your Heart" by Death Cab For Cutie

Perfect for: when you're not ready to give up just yet.

For those of us who never refuse to ever give up, Death Cab for Cutie wrote the anthem.

Best lyrics: "How I wish I could see the potential, the potential of me and you. It's like a book elegantly bound but in a language that you can't read just yet."

10. "Favorite" by Nicki Minaj ft. Jeremih

Perfect for: when you want to be their everything.

The first step to knowing they’re the one? Nick Minaj knows it's when you have that instantaneous feeling they are your absolute favorite.

Best lyrics: "I just wanna be somebody that can add to, your wife, be a friend, be a teacher, and a fan too."

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RELATED: 40 Best Songs About Falling In Love (That'll Make You Want To Fall All Over Again)

11. "Drunk in Love" by Beyoncé ft. Jay Z

Perfect for: when you're, well, drunk in love.

For those of us insanely in love, nothing beats tearing it up (especially to Beyoncé and Jay Z) with your love all night, drinks included.

Best lyrics:​ "We be all night, and everything alright / No complaints for my body, so fluorescent under these lights."

12. "U Don't Have To Call" by Usher

Perfect for: when it's time to get back in the game.

Feel free to replay this Usher song as many times as you need to when cuffing season has come to a close, you’ve been ghosted on, or just straight up rejected. Also, feel free to call up P. Diddy (is that even his current name?) or, if not, your best friend for some much-needed motivation to get back out there!

Best lyrics: "You don’t have to call, it’s okay girl, 'cause I’m gonna be alright tonight."

13. "Stubborn Love" by The Lumineers

Perfect for: when you're a complete mess.

Feeling upset? Let down? Hopeless? Listen to this song by the Lumineers and remember that you too can get through it all.

Best lyrics: "So keep your head up, keep your love."

14. "Play No Games" by Big Sean ft. Chris Brown

Perfect for: when you're over playing games.

Isn’t it what we all want? To have a partner that wants to commit, no games included? It’s the dream, all men please take notes from Big Sean.

Best lyrics: "And I ain't 'bout to play no games with you. You know what your problem is? You don't ever see the big picture. Oh wee, I want you to take me serious."

15. "Adorn" by Miguel

Perfect for: when you just want to be loved.

After this track hit, Miguel went from songful features to the full-on king of romance on every record he touched.

Best lyrics: "You just gotta let my love, let my love, let my love adorn you."

16. "Ain't No Sunshine" by Bill Withers

Perfect for: when your love has gone.

You really know the power of a song when it doesn't take a fancy video, more than a few verses, and a simple melody to completely win us over with emotion and heartbreak. Thank you, Bill Withers.

Best lyrics: "Ain't no sunshine when she's gone, only darkness every day."

17. "Really Love" by D'Angelo and The Vanguard

Perfect for: when you're really in love.

With a long hiatus, D'Angelo succeeded in blowing us all away with come back album, Black Messiah. Play D'Angelo all cuffing season long and you will never go wrong. (How does this record not want you to be in love?)

Best lyrics:​ "Doo doo wah, I'm in really love with you, I'm in really love with you."

18. "Bound 2" by Kanye West ft. Charlie Wilson

Perfect for: when they're all you can think about.

Regardless of your feelings about Kim and Kanye, "Bound 2" is catchy and fun. With Charlie Wilson wooing us in the background, we can’t help but fall in love with this track.

Best lyrics: "Close your eyes and let the word paint a thousand pictures."

19. "Hotline Bling" by Drake

Perfect for: when you let them get away.

Another classic track Drake take of heartbreak over yet another girl from home he used to kick it with before he got too famous. We still feel the pain, especially after the warm weather has begun and our hotline blings on the drunkest of occasions.

Best lyrics:​ "I know when that hotline bling, that can only mean one thing."

20. "Exchange" by Bryson Tiller

Perfect for: when you're ready to fix your relationship.

For all of us that made mistakes and let the good ones go, all we can hope is that they’ll give us one more chance. But in all honesty, who wouldn’t give Bryson Tiller one more chance?

Best lyrics: "I was never loyal, let you tell it, yo, but I'm ready to fix it if you ready, baby."

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Eve Stern is a journalist, photographer, and digital media consultant in New York City.